A shadow passed over his face, but he nodded with asmile.
“It’s not a requirement, Ryan. If you don’t want to, sayso.”
“No, Ido.”
I’d give him another chance to backout.
“Saying ‘no’ will not affect our mentor and apprentice relationship, or our friendship.” It was crucial that he understood that he should not consent to something out of fear of losingsomething.
“I’d like totry.”
I nodded at him and praised him for wanting totry.
“Good,Ryan.”
On our way over to Clara, I checked Ryan to make sure that he was okay with the type of session that I had in mind. I wanted a sensual session, with bondage and spanking. Ryan had seen lots of interactions that weren’t necessarily sensual, and I wanted to see how he’d handle it. If my guess was right, I thought it’d be a first for him. Recently I had mentioned a bare-handed spanking session to Ryan as an option for when he’s too bruised to be flogged. So, I wanted Ryan to see that a spanking session could be kinky, erotic, and sensual all at the same time. Above and beyond though, I wanted both Clara and Ryan to enjoy thesession.
“Clara, are you up for a sensual session with bondage, and perhaps some oral pleasure with myself andRyan?”
She smiled brightly and greeted Ryanwarmly.
“I would enjoy that opportunity,” she replied. “Will there be penetration?” Claraasked.
I looked at Ryan and noticed he was staring at her breasts through her sheer black blouse. Since she hadn’t worn a bra, it didn’t take much effort for Ryan to imagine them. I was still amazed he’s thirty-five. Sometimes his maturity level was around a high school boy, but given his past trauma, that all made sense tome.
“What is your preference, Clara?” Iasked.
“If it feels right, then yes,” she said with asmile.
I was getting hard as I thought about watching Ryan touch and please a woman. I wanted him to enjoy her and in turn I wanted her to have a pleasant time. Watching and caring for two bottoms had never been a problem for me in the past, but in the past, I’d never played with an individual that I had been so drawn to as I was toRyan.
Given the nature of this session, I wanted it out of the prying eyes of the party guests, so I led Ryan and Clara to one of my guest bedrooms. I had pre-prepped the room so there would be no interruptions. I gently closed the door and turned to facethem.
“Clara, what it your safe word, dear?” Iasked.
“Red,Sir.”
“Very well.Ryan?”
“Hairdryer.”
“Both of you understand one another’s safe word. Play will cease if one of those words is said,” Iexplained.
Ryan and Clara both nodded and said they understood. Ryan played with his hands, unsure of what to do. He shifted on his feet, desperate for instructions.Relaxhim.
“Ryan, would you kindly undress,Clara?”
Ryan nodded and stepped closer to Clara. He took hold of the hem to her blouse and pulled it up and over her head. Clara’s breasts were a beautiful creamy color with pink nipples. Ryan unbuttoned her jeans and lowered them to the ground. He held her hand as she stepped out of them. Clara wore and a black thong that had drawn Ryan’s attention. He hooked his thumbs inside her panty waistband and pulled those downtoo.
I pulled off my shirt and pants but kept my boxer briefs on and gestured for Ryan to do the same. I handed Ryan the leather cuffs and asked him to put then on Clara’s wrists. As I watched him move toward Clara, I couldn’t help but notice his hard-on that strained the fabric of his boxer briefs. He put the cuffs on Clara and remembered to check fortightness.
“Good,Ryan.”
His eyebrows perked up along with the corners of his mouth. Clara’s nipples were hard as she stared at Ryan’sbulge.
“My dear, time for your spanking,” I said and sat on the bed and leaned against the headboard. “Ryan, check and see if she’saroused.”
Ryan looked at me as though he wondered if I really meant what I asked him to do. He moved toward Clara and carefully slipped his hand between her legs. Clara closed her eyes at Ryan’stouch.
